Set on a quiet country road in this sought after Woodside community you will find a magnificent tree- studded estate property of just under one acre. The serene outdoor spaces are highlighted by 1600 +/- year old Elk Tree; one of the oldest trees along Skyline Drive. Inside the home you are immediately struck by the cathedral beamed great room with access to entertaining venues and beautiful natural spaces. This classic mountain home offers 3 bedrooms, 3 bathrooms and flexible spaces for live/work use and separate living quarters. Sought after location near Alices Restaurant, the back roads to coastal beaches and minutes to Silicon Valley commute routes and shopping and dining. Located in the acclaimed Portola Valley school district (buyer to verify). Truly a unique opportunity for privacy, serenity and spacious living in this wonderful neighborhood.
NEW PRICE !!! Large mountain home with zen like feel - quiet and private. Incredible large great room with vaulted ceiling, exotic African Piringa hardwood floor, unique wood burning stove & skylight. Recently expanded to appx 2,450+/- SF. Bonus room could be used as 4th bedroom. Large & bright office, 2 MB suites, & dining room. Large . 91+/- acre lot w/ potential for seperate in law unit.
Public Records
Jan 30, 2003
Sold
$955,000
$357/sq ft
MLSListings #ML80242466
Jan 30, 2003
Listing Removed
—
Dec 20, 2002
Sold
$955,000
$357/sq ft
Aug 12, 2002
Listed
$970,000
$363/sq ft
DRAMATIC, LARGE LR W/ LOFTED, BEAMED CEILINGS, SKYLIGHT, FRPL. HARDWOOD FLOORS. ADJACENT FORMAL DINING. WELL ORGANIZED UPDATED GALLEY KITCH. W/ CENTER ISLAND. SPACIOUS SUN-FILLED MASTER SUITE/ADJACENT STUDY. PROFESSIONALLY LANDSCAPED.
Public Records
Jul 18, 1978
Sold
$182,000
$68/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$22,227 (+1.1%)
$1,421,738 + $578,536
$2,000,274
2024
$21,987 (+1.5%)
$1,421,738 + $578,536
$2,000,274
2023
$21,669 (+2.8%)
$1,393,861 + $567,193
$1,961,054
2022
$21,079 (+1.3%)
$1,366,531 + $556,072
$1,922,603
2021
$20,806
$1,339,737 + $545,169
$1,884,906
2020
$20,790 (+32.1%)
$1,313,468 + $534,480
$1,847,948
2019
$15,739 (+5.1%)
$1,300,000 + $529,000
$1,829,000
2018
$14,979 (+1.2%)
$941,993 + $423,894
$1,365,887
2017
$14,807 (+1.8%)
$905,415 + $407,435
$1,312,850
2016
$14,545 (+0.7%)
$905,415 + $407,435
$1,312,850
2015
$14,448 (+2.4%)
$887,662 + $399,447
$1,287,109
2014
$14,105 (+26.9%)
$857,203 + $385,740
$1,242,943
2012
$11,115 (−0.3%)
$853,329 + $383,997
$1,237,326
2011
$11,147 (−14.8%)
$675,500 + $304,500
$980,000
2010
$13,086 (+1.7%)
$675,000 + $305,000
$980,000
2009
$12,862 (+2.4%)
$800,000 + $360,000
$1,160,000
2008
$12,557
$800,000 + $360,000
$1,160,000
Tax history for 27 Big Tree Rd
Year
Property tax
Land + Additions
Assessment*
2025
$22,227 (+1.1%)
$1,421,738 + $578,536
$2,000,274
2024
$21,987 (+1.5%)
$1,421,738 + $578,536
$2,000,274
2023
$21,669 (+2.8%)
$1,393,861 + $567,193
$1,961,054
2022
$21,079 (+1.3%)
$1,366,531 + $556,072
$1,922,603
2021
$20,806
$1,339,737 + $545,169
$1,884,906
2020
$20,790 (+32.1%)
$1,313,468 + $534,480
$1,847,948
2019
$15,739 (+5.1%)
$1,300,000 + $529,000
$1,829,000
2018
$14,979 (+1.2%)
$941,993 + $423,894
$1,365,887
2017
$14,807 (+1.8%)
$905,415 + $407,435
$1,312,850
2016
$14,545 (+0.7%)
$905,415 + $407,435
$1,312,850
2015
$14,448 (+2.4%)
$887,662 + $399,447
$1,287,109
2014
$14,105 (+26.9%)
$857,203 + $385,740
$1,242,943
2012
$11,115 (−0.3%)
$853,329 + $383,997
$1,237,326
2011
$11,147 (−14.8%)
$675,500 + $304,500
$980,000
2010
$13,086 (+1.7%)
$675,000 + $305,000
$980,000
2009
$12,862 (+2.4%)
$800,000 + $360,000
$1,160,000
2008
$12,557
$800,000 + $360,000
$1,160,000
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Permits
Beds
3
Baths
2
Stories
1
Lot width
—
Lot depth
—
Lot size
0.91 Acres
Year renovated
1980
Sq. Ft.
3,290
Year built
1966
Style
Single Family Residential
County
San Mateo County
APN
076014070
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 15, 2026.
Dec 6, 2013 • Final
Building
Repair the roof and front wall of a garage damaged by a tree.
Roofing
Dec 6, 2013 • Final
Building
Remodel the main floor by converting two bedrooms and two bathrooms into a gallery space and updated rooms. Perform basement renovations including converting a recreation room into a utility room and bedroom. Work includes enlarging bathrooms, modifying closets, and adjusting structural beams and posts.
Remodel
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.